NP-MRD: Showing NP-Card for (1s,4s,8s,11s,13r,14s)-11-methyl-4-(prop-1-en-2-yl)-15,17,18-trioxatetracyclo[11.2.2.1⁸,¹¹.0¹,¹⁴]octadecane-6,9,16-trione (NP0212392)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-05 11:02:42 UTC

Updated at

2022-09-05 11:02:42 UTC

NP-MRD ID

NP0212392

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,4s,8s,11s,13r,14s)-11-methyl-4-(prop-1-en-2-yl)-15,17,18-trioxatetracyclo[11.2.2.1⁸,¹¹.0¹,¹⁴]octadecane-6,9,16-trione

Description

Scabrolide D, also known as norcembrenolide C, belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members. (1s,4s,8s,11s,13r,14s)-11-methyl-4-(prop-1-en-2-yl)-15,17,18-trioxatetracyclo[11.2.2.1⁸,¹¹.0¹,¹⁴]octadecane-6,9,16-trione is found in Sinularia scabra. (1s,4s,8s,11s,13r,14s)-11-methyl-4-(prop-1-en-2-yl)-15,17,18-trioxatetracyclo[11.2.2.1⁸,¹¹.0¹,¹⁴]octadecane-6,9,16-trione was first documented in 2011 (PMID: 21973225). Based on a literature review a small amount of articles have been published on Scabrolide D (PMID: 29393907) (PMID: 23187289).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052213022D          

 25 28  0  0  1  0            999 V2000
    2.9262   -3.0498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7455   -3.1465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0714   -3.9044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2389   -2.4854    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9941   -1.6975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2388   -1.2029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2494   -0.3780    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2600    0.4470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9691    0.0253    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9797    0.8503    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6994    1.2536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4085    0.8320    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5480    1.6451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2176    0.9932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6209    0.2735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4441    0.2196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1071   -0.4146    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0965   -1.2395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3288   -1.7146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6831   -1.2012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0639   -2.4959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3979    0.0070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1269    0.9513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7053    0.2421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8838    0.1664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  4  2  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  9  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
  4 21  1  0  0  0  0
 17 22  1  6  0  0  0
 12 22  1  0  0  0  0
 10 23  1  0  0  0  0
 23 24  1  0  0  0  0
  7 24  1  0  0  0  0
 24 25  2  0  0  0  0
M  END

     RDKit          3D

 49 52  0  0  0  0  0  0  0  0999 V2000
   -4.7300   -1.2610   -0.8508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7000   -0.8565   -0.1245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9507   -0.5662    1.3203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3489   -0.7024   -0.7329 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9471    0.7422   -0.9163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6983    1.5344    0.2919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6266    2.5333    0.3072 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2826    3.4313   -0.6441 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4989    2.3408   -0.5906 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5027    1.9063    0.4086 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8364    1.5741   -0.1183 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2127    0.1158   -0.0979 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7277    0.0827   -0.3547 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9647   -0.5503    1.2213 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8353   -1.4807    0.8657 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3925   -2.2699    1.6812 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4749   -1.2144   -0.5157 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9529   -2.4738   -1.1310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5536   -2.4487   -0.9815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1527   -3.2450   -1.6817 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3081   -1.5677   -0.0887 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6351   -0.6838   -1.0533 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3783    2.9355    1.3656 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0083    2.9718    1.5960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6456    3.2887    2.6209 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7026   -1.3702   -0.3991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6596   -1.4989   -1.9088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8133   -1.1826    1.6470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0687   -0.8066    1.9488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2777    0.4854    1.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4373   -1.1093   -1.7866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8079    1.2102   -1.4912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1372    0.7111   -1.6743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5198    0.8385    1.1647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6580    2.0569    0.5865 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5461    1.8008   -1.5463 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1836    1.0019    1.0205 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6389    2.1317    0.4063 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8894    1.8982   -1.1901 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1299   -0.8996   -0.0333 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9436    0.3433   -1.3934 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1461    0.8628    0.3241 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7155    0.1321    2.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8442   -1.2054    1.4839 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7086   -0.4787   -0.7380 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1587   -2.4704   -2.2193 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3263   -3.3788   -0.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8907   -2.2626    0.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7343   -0.9464    0.5898 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  2  1  2  3
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  6
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  6
 12 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 17 22  1  0
 10 23  1  0
 23 24  1  0
 24 25  2  0
 21  4  1  0
  9  7  1  0
 22 12  1  0
 24  7  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  1 26  1  0
  1 27  1  0
  4 31  1  6
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  9 36  1  6
 10 37  1  1
 11 38  1  0
 11 39  1  0
 13 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  0
 14 44  1  0
 17 45  1  1
 18 46  1  0
 18 47  1  0
 21 48  1  0
 21 49  1  0
M  END


  Mrv1652309052213022D          

 25 28  0  0  1  0            999 V2000
    2.9262   -3.0498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7455   -3.1465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0714   -3.9044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2389   -2.4854    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9941   -1.6975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2388   -1.2029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2494   -0.3780    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2600    0.4470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9691    0.0253    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9797    0.8503    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6994    1.2536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4085    0.8320    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5480    1.6451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2176    0.9932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6209    0.2735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4441    0.2196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1071   -0.4146    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0965   -1.2395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3288   -1.7146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6831   -1.2012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0639   -2.4959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3979    0.0070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1269    0.9513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7053    0.2421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8838    0.1664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  4  2  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  9  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
  4 21  1  0  0  0  0
 17 22  1  6  0  0  0
 12 22  1  0  0  0  0
 10 23  1  0  0  0  0
 23 24  1  0  0  0  0
  7 24  1  0  0  0  0
 24 25  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0212392

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=C)[C@H]1CC[C@]23O[C@H]2[C@@H](C[C@@]2(C)CC(=O)[C@H](CC(=O)C1)O2)OC3=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H24O6/c1-10(2)11-4-5-19-16(25-19)15(23-17(19)22)9-18(3)8-13(21)14(24-18)7-12(20)6-11/h11,14-16H,1,4-9H2,2-3H3/t11-,14-,15+,16-,18+,19-/m0/s1

> <INCHI_KEY>
UPEDUUAKRNJERO-LJTKAQPESA-N

> <FORMULA>
C19H24O6

> <MOLECULAR_WEIGHT>
348.395

> <EXACT_MASS>
348.157288493

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
35.30299053043127

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,4S,8S,11S,13R,14S)-11-methyl-4-(prop-1-en-2-yl)-15,17,18-trioxatetracyclo[11.2.2.1^{8,11}.0^{1,14}]octadecane-6,9,16-trione

> <JCHEM_LOGP>
1.955783026333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.21444449029747

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.984716112327241

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9799617257152433

> <JCHEM_POLAR_SURFACE_AREA>
82.20000000000002

> <JCHEM_REFRACTIVITY>
86.62529999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,4S,8S,11S,13R,14S)-11-methyl-4-(prop-1-en-2-yl)-15,17,18-trioxatetracyclo[11.2.2.1^{8,11}.0^{1,14}]octadecane-6,9,16-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       5.462  -5.693   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.992  -5.874   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.600  -7.288   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.913  -4.639   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.456  -3.169   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.046  -2.245   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.066  -0.706   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       6.085   0.834   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       7.409   0.047   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.429   1.587   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.772   2.340   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.096   1.553   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.356   3.071   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.606   1.854   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.359   0.510   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      13.896   0.410   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      11.400  -0.774   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.380  -2.314   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.947  -3.201   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       8.742  -2.242   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       9.453  -4.659   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      10.076   0.013   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       5.837   1.776   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       5.050   0.452   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       3.516   0.311   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   21                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9   24                                             
CONECT    8    7    9                                                       
CONECT    9    8    7   10                                                  
CONECT   10    9   11   23                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14   22                                             
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19    4                                                       
CONECT   22   17   12                                                       
CONECT   23   10   24                                                       
CONECT   24   23    7   25                                                  
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

View in JSmol

Synonyms

Value	Source
Norcembrenolide C	MeSH

Chemical Formula

C₁₉H₂₄O₆

Average Mass

348.3950 Da

Monoisotopic Mass

348.15729 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(=C)[C@H]1CC[C@]23O[C@H]2[C@@H](C[C@@]2(C)CC(=O)[C@H](CC(=O)C1)O2)OC3=O

InChI Identifier

InChI=1S/C19H24O6/c1-10(2)11-4-5-19-16(25-19)15(23-17(19)22)9-18(3)8-13(21)14(24-18)7-12(20)6-11/h11,14-16H,1,4-9H2,2-3H3/t11-,14-,15+,16-,18+,19-/m0/s1

InChI Key

UPEDUUAKRNJERO-LJTKAQPESA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Sinularia scabra	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolides and analogues

Sub Class

Not Available

Direct Parent

Macrolides and analogues

Alternative Parents

Substituents

Macrolide
Para-dioxane
3-furanone
Gamma butyrolactone
Oxolane
Carboxylic acid ester
Ketone
Lactone
Cyclic ketone
Oxacycle
Ether
Oxirane
Dialkyl ether
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Carboxylic acid derivative
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00046386

Chemspider ID

23340043

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44567140

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Gallardo AB, Diaz-Marrero AR, de la Rosa JM, D'Croz L, Perdomo G, Cozar-Castellano I, Darias J, Cueto M: Chloro-Furanocembranolides from Leptogorgia sp. Improve Pancreatic Beta-Cell Proliferation. Mar Drugs. 2018 Feb 2;16(2):49. doi: 10.3390/md16020049. [PubMed:29393907 ]
Yen WH, Hu LC, Su JH, Lu MC, Twan WH, Yang SY, Kuo YC, Weng CF, Lee CH, Kuo YH, Sung PJ: Norcembranoidal diterpenes from a Formosan soft coral Sinularia sp. Molecules. 2012 Nov 27;17(12):14058-66. doi: 10.3390/molecules171214058. [PubMed:23187289 ]
Saitman A, Rulliere P, Sullivan SD, Theodorakis EA: Total synthesis of norcembrenolide B and scabrolide D. Org Lett. 2011 Nov 4;13(21):5854-7. doi: 10.1021/ol202476j. Epub 2011 Oct 5. [PubMed:21973225 ]
LOTUS database [Link]

Showing NP-Card for (1s,4s,8s,11s,13r,14s)-11-methyl-4-(prop-1-en-2-yl)-15,17,18-trioxatetracyclo[11.2.2.1⁸,¹¹.0¹,¹⁴]octadecane-6,9,16-trione (NP0212392)

MOL for NP0212392 ((1s,4s,8s,11s,13r,14s)-11-methyl-4-(prop-1-en-2-yl)-15,17,18-trioxatetracyclo[11.2.2.1⁸,¹¹.0¹,¹⁴]octadecane-6,9,16-trione)

3D MOL for NP0212392 ((1s,4s,8s,11s,13r,14s)-11-methyl-4-(prop-1-en-2-yl)-15,17,18-trioxatetracyclo[11.2.2.1⁸,¹¹.0¹,¹⁴]octadecane-6,9,16-trione)

3D SDF for NP0212392 ((1s,4s,8s,11s,13r,14s)-11-methyl-4-(prop-1-en-2-yl)-15,17,18-trioxatetracyclo[11.2.2.1⁸,¹¹.0¹,¹⁴]octadecane-6,9,16-trione)

3D-SDF for NP0212392 ((1s,4s,8s,11s,13r,14s)-11-methyl-4-(prop-1-en-2-yl)-15,17,18-trioxatetracyclo[11.2.2.1⁸,¹¹.0¹,¹⁴]octadecane-6,9,16-trione)

PDB for NP0212392 ((1s,4s,8s,11s,13r,14s)-11-methyl-4-(prop-1-en-2-yl)-15,17,18-trioxatetracyclo[11.2.2.1⁸,¹¹.0¹,¹⁴]octadecane-6,9,16-trione)

3D PDB for NP0212392 ((1s,4s,8s,11s,13r,14s)-11-methyl-4-(prop-1-en-2-yl)-15,17,18-trioxatetracyclo[11.2.2.1⁸,¹¹.0¹,¹⁴]octadecane-6,9,16-trione)

SMILES for NP0212392 ((1s,4s,8s,11s,13r,14s)-11-methyl-4-(prop-1-en-2-yl)-15,17,18-trioxatetracyclo[11.2.2.1⁸,¹¹.0¹,¹⁴]octadecane-6,9,16-trione)

INCHI for NP0212392 ((1s,4s,8s,11s,13r,14s)-11-methyl-4-(prop-1-en-2-yl)-15,17,18-trioxatetracyclo[11.2.2.1⁸,¹¹.0¹,¹⁴]octadecane-6,9,16-trione)

Structure for NP0212392 ((1s,4s,8s,11s,13r,14s)-11-methyl-4-(prop-1-en-2-yl)-15,17,18-trioxatetracyclo[11.2.2.1⁸,¹¹.0¹,¹⁴]octadecane-6,9,16-trione)

3D Structure for NP0212392 ((1s,4s,8s,11s,13r,14s)-11-methyl-4-(prop-1-en-2-yl)-15,17,18-trioxatetracyclo[11.2.2.1⁸,¹¹.0¹,¹⁴]octadecane-6,9,16-trione)